Sailing in Freeport, NY

Golden-hour harbor views from a private classic sailboat

Sail past New York Harbor landmarks on a private daytime outing

See Manhattan's illuminated skyline from a private evening sail

Cruise Oyster Bay Harbor as the sun sets

Get hands-on sailing practice in New York Harbor on a Catalina 34

Sail NYC Harbor and cruise past the Statue of Liberty on America 2.0

Build coastal passage-planning skills and work toward ASA 105 certification

Learn sailing basics and take the helm on the Hudson River

Sail past NYC’s lit-up skyline on the Clipper City at night

Sail New York Harbor at sunset with live jazz on a schooner

Build your sailing skills with instruction tailored to your goals

Build team racing skills and strategy on Long Island Sound

Take in NYC sunset views from a quiet sailboat

Charter the 60-foot Oyster Sloop CHRISTEEN for a private cruise

Charter the Ida May for a private sail with up to 44 guests

Build your sailing skills with instructor-guided time on Oyster Bay Harbor

Step aboard CHRISTEEN to see harbor sights and learn its story

Learn the basics aboard a relaxed harbor sail led by a certified instructor